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Synthesis 2001(7): 1007-1009
DOI: 10.1055/s-2001-14563
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Amino Acid Anhydride Hydrochlorides as Acylating Agents in Friedel-Crafts Reaction: A Practical Synthesis of l-Homophenylalanine

Wenqing Lin, Ze He, Haile Zhang, Xiaomei Zhang, Aiqiao Mi*, Yaozhong Jiang
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, 610041, P. R. China
Fax: +86(28)5223978; e-Mail: ulas@china.com;
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Publikationsverlauf

Received 18 January 2001
Publikationsdatum:
30. September 2004 (online)

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Abstract

The use of amino acid anhydride hydrochlorides as acylating agents in Friedel-Crafts reaction is presented for the first time. A practical and convenient route to l-homophenylalanine from l-aspartic acid in 3 steps in 80% overall yield with >99% ee is thus achieved.

Key words

l-aspartic acid - Friedel-Crafts reaction - l-homophenylalanine - l-aspartic anhydride hydrochloride

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